(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE
(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE Basic information
- Product Name:
- (3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE
- Synonyms:
-
- (3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE
- (3S,3AS,6AR)-HEXAHYDRO-3-(1-METHYLETHYL)-1-(METHYLSULFONYL)-4-[(2E)-1-OXO-4-(1-PIPERIDINYL)-2-BUTENYL]PYRROLO[3,2-B]PYRROL-2(1H)-ONE HYDROCHLORIDE
- GW311616A
- GW 311616 HYDROCHLORIDE
- (3S,3aS,6aR)-Hexahydro-3-(1-methylethyl)-1-(methylsulfonyl)-4-((2E)-1-oxo-4-(1-piperidinyl)-2-butenyl)pyrrolo[3.2-b]pyrr
- GW311616HCl
- CS-1261
- GW311616
- CAS:
- 198062-54-3
- MF:
- C19H31N3O4S
- MW:
- 397.53
- Mol File:
- 198062-54-3.mol
(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE Chemical Properties
- Boiling point:
- 583.6±60.0 °C(Predicted)
- Density
- 1.27±0.1 g/cm3(Predicted)
- storage temp.
- 2-8°C
- solubility
- H2O: 24 mg/mL, soluble
- form
- solid
- pka
- 8.53±0.10(Predicted)
- color
- Light brown to brown
MSDS
- Language:English Provider:SigmaAldrich
(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE Usage And Synthesis
Uses
GW-311616 is a potent, orally bioavailable, long duration and selective human neutrophil elastase (HNE) inhibitor with IC50 value of 22 nM and Ki value of 0.31 nM[1].
Biological Activity
Potent and selective inhibitor of human leukocyte elastase (HLE) (IC 50 = 22 nM); displays > 4500-fold selectivity over other human serine proteases. Orally active in vivo .
in vivo
GW-311616 (2 mg/kg; oral administration) rapidly abolishes the circulation of neutrophil elastase (NE) in dogs, while >90% inhibition is maintained for 4 days. This prolonged effect is independent to be due to penetration of neutrophils in bone marrow by orally administrated GW-311616. GW-311616 has moderate terminal elimination half-life (t1/2) of 1.1 hours and 1.5 hours for dog (2 mg/kg, oral), rat (2 mg/kg, oral), respectively[3].
| Animal Model: | Dogs (9-month-old)[3] |
| Dosage: | 0.22 mg/kg, 0.66 mg/kg and 2 mg/kg (Pharmacokinetic study) |
| Administration: | Oral administration |
| Result: | At 0.22 mg/kg, greater than 50% inhibition of elastase was achieved 6 hours after dosing, with activity returning towards control values. Single oral dose of 2 mg/kg rapidly abolished circulating enzyme activity, and greater than 90% inhibition was maintained for 4 days. |
References
[1] Ohbayashi H,et al. Neutrophil elastase inhibitors as treatment for COPD. Expert Opin Investig Drugs. 2002 Jul;11(7):965-80. DOI:10.1517/13543784.11.7.965
[2] Jiang KL, et al. Neutrophil elastase and its therapeutic effect on leukemia cells. Mol Med Rep. 2015 Sep;12(3):4165-4172. DOI:10.3892/mmr.2015.3946
[3] Macdonald SJ, et al. The discovery of a potent, intracellular, orally bioavailable, long duration inhibitor of human neutrophil elastase--GW311616A a development candidate. Bioorg Med Chem Lett. 2001 Apr 9;11(7):895-8. DOI:10.1016/s0960-894x(01)00078-6
(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDESupplier
- Tel
- 021-58950125
- info@chemexpress.com
- Tel
- 021-58955995
- sales@medchemexpress.cn
- Tel
- 13120367189
- mychess007@163.com
- Tel
- +86-21-5821 5861
- sales@letopharm.com
- Tel
- eric_feng1954@126.com
(3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE(198062-54-3)Related Product Information
- (3S)-(-)-3-ACETAMIDOPYRROLIDINE
- (3S)-(-)-3-(ETHYLAMINO)PYRROLIDINE
- (3R)-(+)-3-ACETAMIDOPYRROLIDINE
- 3-(N-ACETYL-N-ETHYLAMINO)PYRROLIDINE
- (3R)-(+)-3-(ETHYLAMINO)PYRROLIDINE
- (3S)-(-)-3-(DIMETHYLAMINO)PYRROLIDINE
- 2-Fluorobenzoic acid
- (3S,3AS,6AR)-3-ISOPROPYL-1-(METHANESULFONYL)-4-[4-(1-PIPERIDINYL)-2(E)-BUTENOYL]PERHYDROPYRROLO[3,2B]PYRROL-2(1H)-ONE HYDROCHLORIDE